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Colorimetric Anion Sensing and Color Imaging Based on Catalyzed Deprotection in a New Azonaphthol Chromophore

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We synthesized an ortho-phenylazonaphthol compound of which hydroxyl group was protected by a thermo-labile tert-butoxycarbonyl (t-Boc) group, in which hydroxyazo- and hydrazone-tautomerism could be blocked. The chromophore obtained by protection with t-Boc group was exclusively present as a hydroxyazo tautomer and exhibited blue-shifted absorption spectrum compared to their parent azohydrazone tautomerizing chromophore. With this compound, we performed colorimetric anion sensing based on the deprotection-induced possible azohydrazone formation in dye chromophore subsequently resulting in naked-eye color change. Besides, the t-Boc protected chromophore could be used as a color imaging material via thermolysis of thermo-labile t-Boc groups resulting in formation of azohydrazone form with red shifted absorption.


Document Type: Research Article

Publication date: November 1, 2006

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  • Journal for Nanoscience and Nanotechnology (JNN) is an international and multidisciplinary peer-reviewed journal with a wide-ranging coverage, consolidating research activities in all areas of nanoscience and nanotechnology into a single and unique reference source. JNN is the first cross-disciplinary journal to publish original full research articles, rapid communications of important new scientific and technological findings, timely state-of-the-art reviews with author's photo and short biography, and current research news encompassing the fundamental and applied research in all disciplines of science, engineering and medicine.
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